Buying Online Businesses Podcast

In this compelling episode, Jaryd Krause is joined by seasoned dealmaker and legal expert Jerome Fogel, partner at Fogel & Potamianos LLP, a boutique law firm specializing in high-stakes mergers, acquisitions, and capital raises. With a client list that spans venture funds, emerging tech companies, and elite athletes, Jerome offers a rare behind-the-scenes look at what it takes to structure smart, safe, and scalable business deals. Unpack the most critical questions aspiring buyers need to ask before acquiring an online business: ✔️ What are the hidden risks in buying or selling?✔️ How can poor team dynamics tank a deal?✔️ Should you use financing to buy a business—and what’s the best way to structure it?✔️ Where are the most promising online businesses being acquired today? Dive deep into the importance of due diligence, the common pitfalls buyers fall into, and how Jerome has helped high-profile clients—both on Wall Street and in the sports world—navigate complex transactions and build generational wealth. Whether you're looking to buy your first online business, scale your portfolio, or just want a masterclass in deal-making from someone who lives and breathes it, this episode delivers powerful insights and practical strategies. Don’t miss this one—it’s packed with value from start to finish.   Episode Highlights 04:45 – Current valuations explained, covering how tariffs and supply chain issues impact multiples and buyer decisions. 07:20 –  Typical ways buyers finance acquisitions, including credit lines, SBA loans, equity rollovers, and search funds. 10:55 – Major mistake buyers make by rushing post-acquisition integration without building trust within the team. 12:45 – What successful acquisitions have in common by retaining key team members and valuing the founder’s knowledge. 24:10 – Key risk prevention strategies involving thorough reps and warranties, clear earnout terms, strong IP protections, and precise legal language. 26:30 – Why clear definitions around risk and performance clauses are vital.   Key Takeaways ➥ M&A valuations currently range from 3–8x EBITDA for traditional companies and 10–15x for platform tech businesses, influenced heavily by tariffs and market uncertainty. ➥ Buyers typically operate in the $2M to $25M+ EBITDA range and rely on strong banking relationships, SBA loans, or creative financing like equity rollovers. ➥ Structuring deal terms clearly—especially reps and warranties and material adverse effect clauses—is critical to managing risk in acquisitions. ➥ Post-acquisition integration is one of the toughest challenges; involving existing teams and respecting founders’ knowledge leads to smoother transitions. ➥ Restrictive covenants are essential to prevent sellers from competing after the sale and protect buyer investments. ➥ Every deal is unique and requires customized, creative solutions; cookie-cutter approaches don’t work in M&A.   About Jerome Fogel Jerome Fogel is known as a dealmaker and innovator in the legal community. He is a partner with Fogel & Potamianos LLP and represents successful venture and hedge funds, corporations, and sports superstars.Fogel & Potamianos LLP is a boutique transactional firm that provides sophisticated counsel for buy-and-sell side mergers and acquisitions, fund formation, capital raises, and off-field sports transactions.Jerome has a 360-degree view of dealmaking, as he represents emerging companies raising capital, venture funds deploying capital, advisors and investors, and private companies in mergers and acquisitions.Jerome began his career in real estate finance at GE Capital. He is a graduate of the Haas School of Business (BS) and New York University School of Law (JD).   Connect with Jerome Fogel ➥ https://www.linkedin.com/in/jeromefogel/ ➥ www.fpgeneralcounsel.com   Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Link Whisper (SEO tool for internal linking on websites) - https://bit.ly/3l7K7Ld ➥ Active Campaign (Email Software Provider) - https://bit.ly/3DCwYQH   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

What if you could skip the struggle of starting a business from scratch—and step straight into profit? In this solo episode, Jaryd Krause pulls back the curtain on everything you need to know before buying your first (or next) profitable online business. No guest this time—just Jaryd, and over ten years of real-world experience helping thousands of people build financial freedom through smart acquisitions. This episode is a deep dive inspired by Jaryd’s most-watched YouTube content and the questions he hears constantly from aspiring buyers: Why should you buy a profitable business? How much should you invest? Should you use your cash or finance the deal? And where are people buying these businesses today? Get ready for a no-fluff breakdown of: ✔️ Why buying a profitable online business can fast-track your path to income and freedom✔️ How much capital do you need to get started (spoiler: it’s not always as much as you think)✔️ The truth about financing a deal—and what creative structures work✔️ Where to find legitimate, vetted businesses for sale right now✔️ The rookie mistakes that could cost you thousands—and how to avoid them This isn’t financial advice—but it is packed with insights from someone who’s helped people go from browsing listings to building six- and seven-figure digital business portfolios. If you’re ready to move from dreaming to doing, this episode will show you exactly what to consider, what to avoid, and where the real opportunities are in 2025’s online business marketplace. Hit play and take notes—this one’s loaded.   Episode Highlights 04:17 – Why buying a profitable online business is better than starting one from scratch? 07:38 – The ideal type of online business to acquire as a beginner. 13:24 – How much money should you invest when buying your first business? 18:43 – Why must you understand the ROI beyond just net profit? 27:46 – Myths around no-money-down deals and what real financing looks like. 31:22 – Where to find online businesses for sale: brokers vs. off-market deals?   Key Takeaways ➥ Buying an existing online business is less risky and faster than starting fresh, as you inherit proven systems, traffic, and revenue, reducing trial and error. ➥ “No money down” deals are rare and mostly involve distressed or declining businesses; most require some cash upfront. ➥ Acquisitions usually need a mix of cash, lender, and seller financing, with 10-20% cash upfront to show commitment. ➥ Reliable marketplaces like Empire Flippers, Quiet Light, and Flippa are great starting points for sourcing online businesses. ➥ Sellers often move on not because their business is failing but because of personal reasons like boredom or lifestyle changes, emphasizing the importance of proper due diligence before buying.   Connect with Jaryd Krause ➥https://www.linkedin.com/in/jarydkrause  ➥ $240K Income When Buying An Online Business - https://www.youtube.com/watch?v=G3yja-KnZzA&t=105s ➥Why Size Matters When Buying An Online Business - https://www.youtube.com/watch?v=7OWdl_n9rZI   Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx 🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Buckle up for an eye-opening episode where Jaryd Krause is joined by powerhouse entrepreneur and investor Justin Williams—a man who’s navigated everything from crippling six-figure debt to building and selling a multimillion-dollar business. Justin’s journey is far from ordinary. After dropping out of college, he and his wife, Tara, left their careers to pursue financial freedom. Their first business left them $120,000 in debt, living in a shared house with a newborn. Instead of quitting, they shifted to real estate, flipping over 100 houses a year and launching House Flipping HQ, a real estate education company that helped thousands succeed. Justin revealed how he sold his real estate education business for over $3.5 million—covering the why, when, and how. They dive into the unconventional yet strategic deal structure when selling to an operator already in the business. Then he delved into wealth building through business and real estate. Justin explains if he’d buy an online business, how he’d finance it, and the math behind buying a $2M business, hiring an operator, and earning $300K net profit annually without running it himself.   Gain insights on: ✔️ When is the right time to sell your business?✔️ The differences between investing in real estate vs. digital businesses✔️ How to build sustainable wealth without burning out✔️ And most powerfully—how Justin got through the lowest points of his journey. If you're looking for real talk about business, money, mindset, and freedom, this is the episode for you. Don’t miss this raw, high-energy conversation that’s packed with strategy, real numbers, and heart. Whether you're planning your first acquisition, prepping for a sale, or just needing motivation to keep pushing, this one will hit home.   Episode Highlights 03:00 – The journey to selling a $3.5M+ online business and lessons learned 08:20 – Using SBA loans to buy businesses vs. buying without them – pros, cons, and examples 10:50 – Buying businesses you don’t operate: how Justin makes it work and what to look for 17:35 – How Justin handled $120K in debt and overcame early financial struggles 23:40 – Managing expectations: The reality behind case studies and quick success stories 28:20 – Balancing ambition with lifestyle: Prioritizing family, health, and business growth 38:50 – Building habits and mentality for consistent progress versus just grinding Key Takeaways ➥ Everyone’s journey is different—don’t let case studies make you feel behind. ➥ Selling his $3.5M business was a strategic move to gain freedom and shift into a new season of life. ➥ A clean, simple business model and solid financials were critical in structuring a successful sale. ➥ SBA loans can be powerful tools for acquiring businesses, but creative financing is often just as effective. ➥ You don’t always have to operate the businesses you buy—systems, leadership, and delegation are key. ➥ Real estate offers stability while business offers higher returns—knowing when to lean into each is crucial. ➥ Long-term vision and emotional resilience helped Justin overcome $120K in debt and build real wealth.   About Justin Williams Justin Williams dropped out of college with a bold vision, convincing his wife, Tara, to leave her teaching job so they could start their first business. But their million-dollar dream quickly turned into a $120,000 debt nightmare. Determined to turn things around, they hustled out of debt and pivoted to real estate, eventually flipping 100 houses a year. Their success led them to launch House Flipping HQ, helping others build thriving real estate businesses. After selling the company, they took time off to focus on investments and new ventures.Now, as the founders of Millionaire University, their mission is simple: help people "graduate rich, NOT broke." With over 600,000 monthly podcast downloads, MU is transforming how entrepreneurs learn, grow businesses, and create wealth.     Connect with Justin Williams ➥ https://www.millionaireuniversity.com/    Resource Links ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx  🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Get ready for a powerhouse episode as Jaryd Krause sits down with Andy Allaway, CEO of Empire Flippers—the leading platform for buying and selling online businesses. Andy brings nearly a decade of experience in the digital acquisition space, having both bought and sold businesses himself before joining Empire Flippers. With a background in scaling lean, remote-first teams and a passion for empowering global leadership, Andy shares his perspective on how the landscape of online business acquisitions has transformed over the years. Get a front-row seat to a conversation that spans from the early days of online business trading to today’s ever-evolving market. Andy and Jaryd explore how multiples have shifted, the role macroeconomic trends play in valuations, and what’s driving buyer and seller behavior in 2025. They unpack lessons from 2020’s acquisition boom, the downturn of 2023, and what savvy investors should prepare for in the years ahead. Deep dive into:✔️ How Empire Flippers has grown and adapted in a changing market✔️ Why multiples are where they are now—and what to expect next✔️ Financing six- and seven-figure deals (and what you need to know)✔️ The critical role of buyer-seller relationships in successful transactions✔️ New tariffs affecting e-commerce deals and how to navigate them✔️ The rise and fall of popular business models✔️ How AI is reshaping the acquisition game—for better and worse Plus, Andy offers actionable insights into which business models are thriving right now and shares real-world examples of where deals succeed or fall apart—and why. Whether you're preparing to buy, gearing up to sell, or simply want to understand how the digital business market is evolving, this conversation is a must-listen. Tune in to learn from one of the top minds in the space and gain clarity on where online business acquisitions are heading.   Episode Highlights 04:12 – What key metrics buyers look for when evaluating online businesses 10:05 – The importance of business simplicity and clean financials for buyers 13:20 – Different types of online business models currently in demand 16:45 – Strategies for improving business value before selling 23:50 – Challenges buyers face when scaling newly acquired online businesses 27:15 – The role of due diligence in successful business acquisitions 31:40 – Key trends shaping the future of buying and selling online businesses 35:05 – Advice for entrepreneurs considering acquisition as a growth strategy Key Takeaways ➥ Buyers prioritize clear, consistent financials and simplicity when evaluating online businesses to reduce risk and ensure scalability. ➥ Post-acquisition challenges often include scaling the business efficiently and managing growth without sacrificing quality. ➥ Market trends indicate increasing competition but also more opportunities for entrepreneurs leveraging online business acquisitions. ➥ Strategic acquisitions can accelerate growth for buyers, but understanding the nuances of each business model is essential. ➥ The exit process has evolved, with greater emphasis on protecting seller value through careful timing and market awareness.   About Andy Allaway   Andy Allaway is the CEO of Empire Flippers, the #1 place to buy and sell online businesses. With deep expertise in sales, operations, and leadership in remote settings, Andy builds lean, execution-driven remote companies that scale fast, deliver results, and give employees the freedom to live unconventional, high-impact lives. Passionate about empowering remote leaders, Andy is also the creator and host of "The Leader Sip," a YouTube channel dedicated to distilling practical insights from the best business and leadership books, tailored specifically for remote executives.   Connect with Andy Allaway ➥ https://bit.ly/3RtyMkE➥https://www.youtube.com/@theleadersip   Resource Links   ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥   ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this value-packed episode, Jaryd Krause speaks with Jon Elder, an Amazon veteran who has sold over $10 million worth of products and successfully exited five private label brands for $5 million.  Now a strategic consultant at Black Label Advisor and the force behind Amazon Insiders—the fastest-growing newsletter for Amazon sellers—Jon brings years of hands-on experience and a deep understanding of what makes an Amazon business truly scalable. This conversation is valuable for anyone interested in acquiring and growing Amazon-based businesses. Jon breaks down what a great Amazon business looks like—from the product catalog to innovation levels and inventory management. He highlights the red flags buyers should avoid and the markers of long-term potential that smart investors should prioritize. Gain insight into:✔️ The difference between average and investable Amazon businesses✔️ Why product innovation matters more than ever in a saturated marketplace✔️ What “good” vs “bad” inventory management looks like✔️ How to scale an Amazon business post-acquisition using smart strategies✔️ When and how to turn on Amazon PPC ads for maximum impact✔️ How to get quality reviews and leverage Amazon tools for viral visibility✔️ Risks Amazon sellers must navigate—and how to stay compliant Jon also shares thoughts on emerging platforms like Root, the social media space designed specifically for Amazon brands, and how to use them as growth levers. Whether you're a seasoned investor or exploring your first acquisition, this episode delivers tactical advice from one of the most respected voices in the Amazon FBA world. Don’t miss it.     Episode Highlights 04:10 – Key metrics buyers look for in an Amazon business 05:35 – Two categories of Amazon businesses that are highly desirable 12:45 – Why buyers want simplicity and clear financials 17:00 – Using PPC to build momentum early in a product launch 19:30 – How to leverage Amazon Vine for hundreds of quality reviews 22:15 – Building long-term brand credibility through authentic influencer gifting     Key Takeaways ➥ Amazon businesses with $1M–$5M in annual revenue are the sweet spot for buyers, especially aggregators and private equity. ➥ Clean financials and simple operations make your business significantly more attractive to acquirers. ➥ Having a hero product is fine—but not at the expense of diversification and risk management. ➥ Amazon Vine and influencer gifting are powerful tools for building credibility and organic momentum. ➥ Starting with a smart launch strategy—using PPC and early reviews—can create a lasting flywheel effect.     About Jon Elder Jon Elder is an Amazon veteran. He first started selling on the platform in 2014 and sold over $10 million until he sold all 5 of his private label brands in 2019 for $5 million.  Now he works as a strategic consultant at Black Label Advisor. He also runs the fastest growing Amazon seller focused newsletter in the world called Amazon Insiders. He has one passion: seeing Amazon native brands crush it on Amazon.      Connect with Jon Elder ➥ https://www.blacklabeladvisor.com/  ➥ https://blacklabeladvisor.kit.com/amazon-insiders  ➥ https://x.com/blacklabeladvs Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx  🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this episode of the Buying Online Businesses podcast, host Jaryd Krause sits down with Shlomo Freund, an author, speaker, digital marketer, and experienced online business buyer. Shlomo has built a portfolio of online businesses using a growth-by-acquisition strategy, and today, he’s sharing the highs, the lows, and the lessons learned along the way. Ever wondered how to keep going after a business acquisition doesn’t pan out the way you planned? Shlomo knows firsthand what it’s like to face challenges and bounce back. You’ll hear about the types of businesses he’s bought, including his very first acquisition, how he structured his second purchase, and how he’s successfully partnered with others to grow his portfolio. Plus, Shlomo reveals how he brings people into his team, the roles they take on, and how he structures incentives—whether it’s through wages, equity, or both. You’ll also get an honest look at his biggest mistakes, what he’d do differently, and his top tips for anyone thinking about buying an online business. And here’s a twist—Shlomo turns the tables and asks Jaryd about building the Buying Online Businesses community, something he’s looking to replicate with his own ventures. It’s an insightful conversation that shows just how important community can be in the world of online business. If you’re interested in acquiring online businesses, growing your portfolio, or just learning from someone who’s been through it all, this episode is a must-listen.  Tune in—you’re going to love it!   Episode Highlights 08:30 Identifying and adapting to changes in online business strategies. 10:00 Off-market deals vs. brokered deals - Finding the best opportunities. 12:00 Challenges with content websites and adapting to market changes. 14:00 Combining e-commerce with content sites - Building a resilient business model. 16:00 The importance of partnerships in scaling digital assets. 18:00 Building a portfolio of sub-$100K online businesses. 21:00 Community building tips and the power of consistency.   Key Takeaways ➥ Growth through acquisition requires not only buying businesses but also enhancing existing assets through strategic partnerships. ➥ Building a portfolio of smaller businesses under $100K can be a strategic way to minimize risk and explore diverse income streams. ➥ Diversifying income sources within acquired businesses, like adding e-commerce to content websites, can stabilize revenue. ➥ Showing up consistently and providing value is essential for building a strong and engaged community.   About Shlomo Freund Shlomo Freund  is an author, speaker and digital marketer. He helps ecommerce brands scale by building strong marketing channels outside of just paid ads. He’s also acquired businesses himself and used the growth by acquisition strategy to build a portfolio of online businesses.    Connect with Shlomo Freund ➥ https://assetbolt.com/  ➥ https://www.linkedin.com/in/shlomofreund/    Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this episode of the Buying Online Businesses podcast, Jaryd Krause speaks with Jpaul, a graduate of the Buying Online Businesses community who recently purchased his very first ecommerce business. JPaul will take you through the entire journey, from deciding to invest in an online business to finally acquiring one worth $5,000 per month in just five months. JPaul candidly shares the ups and downs of his experience, offering valuable insights into the challenges and triumphs that come with buying an online business for the first time. He discusses why he chose this path, how long the process took, and how many businesses he evaluated before making the final decision. He also opens up about the influence of external opinions, how they affected his journey, and how he ultimately stayed focused on his goal. In this engaging conversation, JPaul and Jaryd discuss: Why JPaul wanted to buy an online business and what motivated him to take the plunge The detailed due diligence process and why some businesses didn’t make the cut How external doubts and misconceptions impacted his mindset along the way A business opportunity he passed on due to a sudden Google algorithm change The financial details: purchase price, monthly revenue, and future growth potential Personal growth and the mindset shifts JPaul had to make to succeed in his journey If you’re curious about what it takes to buy your first online business and want to hear an honest account of the process, this episode is a must-listen. JPaul’s story is not just about acquiring a business; it’s about resilience, learning from setbacks, and pushing through challenges to achieve success. Tune in to learn from JPaul’s experience and get practical advice on how to navigate your path to buying a profitable online business!     Episode Highlights 10:28 Challenges in buying content sites due to algorithm changes  14:15 The importance of consistent effort in finding the right business  20:26 The mindset shift from being a wantrepreneur to a business owner  24:47 The value of due diligence and mentorship  28:08 Lessons learned from buying multiple businesses 30:26 Building a portfolio vs. focusing on one business  36:01 The benefit of acquiring an established business vs. starting from scratch  Key Takeaways ➥  Identifying a profitable ecommerce business requires evaluating key factors like the business model, customer base, and growth potential. ➥ Leveraging existing resources and applying personal expertise helps accelerate growth after an acquisition. ➥ Building strong relationships with sellers can offer valuable insights and ease the acquisition process. ➥ Scaling a business post-acquisition involves optimizing customer service, marketing, and diversifying revenue streams. ➥ Mentorship and expert guidance help avoid costly mistakes and inform strategic decisions. About The JPaul  Jpaul is a BuyingOnlineBusinesses.com graduate who bought his first online business. Being an entrepreneur he’s been in multiple different businesses including hospitality and he wanted to get into the online space and bought an ecommerce business, which we’ve already successfully started scaling.  Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this episode of the Buying Online Businesses podcast, host Jaryd Krause speaks with Rafal Chomsky, a performance marketing expert known for helping brands double their revenue, without increasing ad spend. Rafal brings a wealth of experience in Meta Ads, Google Ads, SEO, and team-led digital strategies that have generated millions in client revenue. Together, they explore how Rafal has achieved results like turning $1,600 in ad spend into $10,000 in revenue within just three months, and how his clients have scaled from $50K to $100K revenue while maintaining the same ad budgets. The conversation dives into why most businesses are leaving money on the table by relying too heavily on AI-driven campaigns like Google Performance Max or Meta’s automated systems, and what can be done instead to take back control. This conversation delves into the key aspects of scaling online businesses through performance marketing, including: ✔️ Why “set and forget” ad strategies fail in today’s market✔️ How Rafal retargets audiences efficiently across platforms with minimal spend✔️ What types of e-commerce and B2B businesses are seeing the biggest gains✔️ How SEO and link building enhance paid ad results for sustainable growth✔️ What traditional agencies get wrong—and how to avoid wasting budget Whether running an e-commerce store, SaaS platform, or media brand, this episode offers highly actionable insights for anyone ready to maximize their ROI and take a smarter approach to digital marketing. Tune in to discover how top-performing businesses are scaling revenue without spending more. Episode Highlights 02:30 How Rafal scaled a client from $50K to $100K with no extra ad spend 06:12 Why most people waste money on ads 09:55 The problem with traditional ad agencies 16:45 Meta vs. Google Ads – when to use each platform 20:03 Retargeting strategy that works 23:38 Why B2B businesses need to stop avoiding digital ads 25:00 Landing pages that convert Key Takeaways ➥ Doubling revenue without increasing ad spend is possible with better campaign structure, targeting, and creative testing. ➥ Meta Ads are powerful for generating demand and awareness, while Google Ads capture high-intent users ready to buy — using both is key to full-funnel success. ➥ Strategic retargeting based on user behavior (video views, cart activity, site visits) increases conversions and lowers cost per acquisition. ➥ Avoid cookie-cutter agency solutions — brands need custom strategies, data-driven decisions, and ongoing performance reviews to scale effectively. ➥ Ads that educate and build trust (rather than hard-sell) perform better in today’s market, leading to stronger customer relationships. ➥ Simplicity in messaging and funnel design boosts conversion; don’t overcomplicate the user journey from ad to purchase.   About The Rafal Chomsky  Rafal Chomsky specializations include deep SEO knowledge, Meta & Google ads marketing, whilst also running a team of highly successful marketers who’ve made millions for their clients through the campaigns they’ve run.  Connect with Rafal Chomsky  ➥ https://buyingonlinebusinesses.com/ads-services/  Resource Links ➥ https://buyingonlinebusinesses.com/ads-services/  ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this special episode of the Buying Online Businesses podcast, Jaryd Krause sits down with Michael Frew, M&A advisor at WebStreet (formerly Empire Flippers Capital), to answer those exact questions—and more. Michael’s journey is a masterclass in strategic growth: from buying his first Amazon affiliate site to managing a multi-eight-figure portfolio of digital businesses across SaaS, e-commerce, content, and ad-based models. With a background in business, economics, and over 20 years in software development, Michael brings a rare blend of technical and financial insight into what makes a great acquisition—and what to avoid at all costs. In this episode, you will learn: How do you assess your budget and decide the right entry point for buying a business? Why can some deal structures kill a deal, and what works better? What did Michael’s multiple acquisitions teach him about risk, leverage, and operational focus? The evolving role of AI in online business—and whether it’s a threat, an opportunity, or both. Packed with insights from someone who’s seen it all, this episode is essential for first-time buyers and seasoned investors. Now, let’s dive in!   Episode Highlights 05:00  What Does It Mean to Buy an Online Business? 08:25  Challenges Faced When Buying Your First Online Business 14:50  Financing Your First Business Purchase 21:00  Lessons Learned from Multiple Acquisitions 27:30  Systems and Automation for Business Growth 32:40  Adding Value After Acquisition 38:00  Avoiding Common Mistakes in Business Acquisition   Key Takeaways ➥ Buying an online business offers a shortcut to entrepreneurship with established revenue streams and growth potential. ➥ Conducting thorough due diligence and evaluating financials are critical to making a successful online business acquisition. ➥ Acquiring multiple businesses diversifies risk and increases cash flow by expanding your revenue sources. ➥ Learning from multiple acquisitions helps streamline processes, identify successful strategies, and integrate businesses efficiently. ➥ Effective delegation and building a strong team are key to managing multiple businesses successfully.   About Michael Frew Michael Frew is the M&A advisor for Webstreet which was formerly Empire Flippers Capital. He received his B.S. and MBA in Business and Economics while studying in China, Hong Kong & The Netherlands, as well as several post-graduate information security certifications.Having been a successful software developer and consultant for two decades, he pivoted to collaborating with other developers on small side projects to help them gain traction and grow their bootstrapped businesses. This led to a deep dive into the niche world of digital business M&A. What started with the acquisition of a small Amazon Affiliate site led to managing an eight-figure portfolio of e-commerce, SaaS, content, and advertising businesses a decade later. Michael's business acquisition insights have been featured in dozens of media outlets like FE International, Indie Hackers, and Empire Flippers.   Connect with Michael Frew  ➥ https://www.michaelfrew.com ➥ https://content.devdrivenacquisitions.com Resource Links ➥ Connect with Jaryd Krause - https://www.linkedin.com/in/jarydkrause ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Cloud Ways (Website Hosting) - https://bit.ly/40tjyjG ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Market Muse (Content Marketing Software) - https://bit.ly/3Me39L0   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

What if the biggest business opportunity of the next decade wasn’t just about what you buy or sell… but how you do it? In this eye-opening episode of the Buying Online Businesses podcast, Jaryd Krause sits down with futurist, author, and AI evangelist Adam Boostrom to explore how artificial intelligence is not only revolutionizing online business—but completely transforming the way we buy, grow, and exit them. With degrees from the University of Chicago and UC Berkeley, Adam is no stranger to complex systems. He’s advised leaders, written bestselling sci-fi novels like Athena’s Choice, and now spends his time helping business owners reimagine what’s possible in the AI age. Together, Jaryd and Adam break down: How AI and AI agents can help you identify the right business to buy—faster and more accurately Ways to train AI tools to uncover financing options and analyze the perfect business size for your goals How to supercharge growth using AI-powered insights pulled directly from your competitors What it looks like when an AI agent runs due diligence for you—collecting data, preparing your listing, even building your exit strategy Plus, real prompts you can start using today to save time, boost profits, and take the guesswork out of your next big move If you’re a business buyer, seller, or operator, this conversation is your front-row seat to the future of entrepreneurship—and it’s coming faster than you think. Ready to make more money, with less manual work, and a whole lot more clarity? Let’s dive into the future of online business… with AI at the wheel.   Episode Highlights 03:16 - How AI is changing business acquisitions? 10:00 - Using AI to grow businesses by adopting competitors' strategies 14:00 - AI’s role in outcompeting rivals, like Moneyball in baseball 19:00 - How does digital labor and AI increase business efficiency? 31:38 - The need for brokers to adapt or risk being left behind   Key Takeaways ➥ AI is revolutionizing business acquisitions by offering repeatable processes and increasing efficiencies. ➥ Digital agents are making business operations far more efficient and streamlined. ➥ Recognizing new AI capabilities early can give businesses a competitive edge. ➥ AI can transform hiring processes and company culture for better outcomes. ➥ Online brokers need to integrate AI or risk falling behind in the market. ➥ Entrepreneurs can scale rapidly by acquiring multiple businesses using AI-driven strategies. About The Guest Adam Boostrom is a consultant, author, futurist, and unashamed lover of artificial intelligence. Through keynote addresses and foresight workshops, he partners with clients to reimagine the business scenarios of tomorrow. After earning degrees from the University of Chicago School of Economics, and the UC Berkeley Haas School of Business, Adam moved to New York, where he writes white papers and science fiction novels in his free time. His first book, Athena’s Choice, was an award-winning bestseller about an AI-enabled future without men. More recently, Adam has discovered an unrecognized talent for bar trivia.   Connect with Adam Boostrom ➥ https://www.linkedin.com/in/adam-boostrom/    Resource Links ➥ Connect with Jaryd Krause - https://www.linkedin.com/in/jarydkrause ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Cloud Ways (Website Hosting) - https://bit.ly/40tjyjG ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Market Muse (Content Marketing Software) - https://bit.ly/3Me39L0   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.